(4-Ethoxyphenyl)-morpholin-4-ylmethanethione | 339306-06-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-Ethoxyphenyl)-morpholin-4-ylmethanethione
• CAS: 339306-06-8
• 化学式: C₁₃H₁₇NO₂S
• 分子量: 251.349
• InChiKey: YREMXVDGMRQMJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  373.1±52.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-Ethoxyphenyl)-morpholin-4-ylmethanethione 在 sodium hydroxide 作用下， 反应 0.02h， 以93%的产率得到对乙氧基苯甲酸
  参考文献：
  名称：

  MICROWAVE-ASSISTED RAPID HYDROLYSIS AND PREPARATION OF THIOAMIDES BY WILLGERODT-KINDLER REACTION

  摘要：

  Aldehydes and aryl alkyl ketones were efficiently transformed to thioamides with the same number of carbon atoms via Willgerodt-Kindler reaction under microwave irradiation in solvent-free conditions. The thioamides obtained were hydrolyzed to corresponding carboxylic acids with microwave dielectric heating in one minute. Both reactions are very fast and the yields are excellent.

  DOI：

  10.1081/scc-100000216
• 作为产物：
  描述：

  吗啉 、 对乙氧基苯腈 在 sulfur 作用下， 反应 0.05h， 以80%的产率得到(4-Ethoxyphenyl)-morpholin-4-ylmethanethione
  参考文献：
  名称：

  Microwave-Assisted Conversion of Nitriles to Thioamides in Solvent-Free Condition

  摘要：

  Nitriles are efficiently transformed to thiomorpholides via the Willgerodt-Kindler reaction under microwave irradiation in solvent-free conditions.

  DOI：

  10.1081/scc-120026857

文献信息

• The Willgerodt-Kindler Reaction in Water: High Chemoselectivity of Benzaldehydes over Acetophenones
  作者：Kioumars Aghapoor、Farshid Mohsenzadeh、Golriz Khanalizadeh、Hossein R. Darabi

  DOI：10.1007/s00706-006-0560-7

  日期：2007.1

  Water has been found for the first time as a useful solvent in the Willgerodt-Kindler (WK) reaction for the synthesis of benzothiomorpholides in high yield at 80 degrees C for 3h. This novel approach confronts the WK protocol with a new situation in which water not only is not regarded as a serious disadvantage but also is applied in this case as a useful solvent in the reaction. The basis of this finding is the presence of a methylene chain in the carbonyl substrates, which leads to the high reaction selectivity of benzaldehydes over acetophenones.